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Crystal structure of 6-chloro-5-iso­propyl­pyrimidine-2,4(1H,3H)-dione

In the mol­ecule of the title compound, C(7)H(9)ClN(2)O(2), the conformation is determined by intra­molecular C—H⋯O and C—H⋯Cl hydrogen bonds, which generate S(6) and S(5) ring motifs. The isopropyl group is almost perpendicular to the pyrimidine ring with torsion angles of −70.8 (3) and 56.0 (3)°....

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Autores principales: Haress, Nadia G., Ghabbour, Hazem A., El-Emam, Ali A., Chidan Kumar, C. S., Fun, Hoong-Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257309/
https://www.ncbi.nlm.nih.gov/pubmed/25484791
http://dx.doi.org/10.1107/S1600536814021382
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author Haress, Nadia G.
Ghabbour, Hazem A.
El-Emam, Ali A.
Chidan Kumar, C. S.
Fun, Hoong-Kun
author_facet Haress, Nadia G.
Ghabbour, Hazem A.
El-Emam, Ali A.
Chidan Kumar, C. S.
Fun, Hoong-Kun
author_sort Haress, Nadia G.
collection PubMed
description In the mol­ecule of the title compound, C(7)H(9)ClN(2)O(2), the conformation is determined by intra­molecular C—H⋯O and C—H⋯Cl hydrogen bonds, which generate S(6) and S(5) ring motifs. The isopropyl group is almost perpendicular to the pyrimidine ring with torsion angles of −70.8 (3) and 56.0 (3)°. In the crystal, two inversion-related mol­ecules are linked via a pair of N—H⋯O hydrogen bonds into R (2) (2)(8) dimers; these dimers are connected into chains extending along the bc plane via an additional N—H⋯O hydrogen bond and weaker C—H⋯O hydrogen bonds. The crystal structure is further stabilized by a weak π–π inter­action [3.6465 (10) Å] between adjacent pyrimidine-dione rings arranged in a head-to-tail fashion, producing a three-dimensional network.
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spelling pubmed-42573092014-12-05 Crystal structure of 6-chloro-5-iso­propyl­pyrimidine-2,4(1H,3H)-dione Haress, Nadia G. Ghabbour, Hazem A. El-Emam, Ali A. Chidan Kumar, C. S. Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Data Reports In the mol­ecule of the title compound, C(7)H(9)ClN(2)O(2), the conformation is determined by intra­molecular C—H⋯O and C—H⋯Cl hydrogen bonds, which generate S(6) and S(5) ring motifs. The isopropyl group is almost perpendicular to the pyrimidine ring with torsion angles of −70.8 (3) and 56.0 (3)°. In the crystal, two inversion-related mol­ecules are linked via a pair of N—H⋯O hydrogen bonds into R (2) (2)(8) dimers; these dimers are connected into chains extending along the bc plane via an additional N—H⋯O hydrogen bond and weaker C—H⋯O hydrogen bonds. The crystal structure is further stabilized by a weak π–π inter­action [3.6465 (10) Å] between adjacent pyrimidine-dione rings arranged in a head-to-tail fashion, producing a three-dimensional network. International Union of Crystallography 2014-10-04 /pmc/articles/PMC4257309/ /pubmed/25484791 http://dx.doi.org/10.1107/S1600536814021382 Text en © Haress et al. 2014 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Data Reports
Haress, Nadia G.
Ghabbour, Hazem A.
El-Emam, Ali A.
Chidan Kumar, C. S.
Fun, Hoong-Kun
Crystal structure of 6-chloro-5-iso­propyl­pyrimidine-2,4(1H,3H)-dione
title Crystal structure of 6-chloro-5-iso­propyl­pyrimidine-2,4(1H,3H)-dione
title_full Crystal structure of 6-chloro-5-iso­propyl­pyrimidine-2,4(1H,3H)-dione
title_fullStr Crystal structure of 6-chloro-5-iso­propyl­pyrimidine-2,4(1H,3H)-dione
title_full_unstemmed Crystal structure of 6-chloro-5-iso­propyl­pyrimidine-2,4(1H,3H)-dione
title_short Crystal structure of 6-chloro-5-iso­propyl­pyrimidine-2,4(1H,3H)-dione
title_sort crystal structure of 6-chloro-5-iso­propyl­pyrimidine-2,4(1h,3h)-dione
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257309/
https://www.ncbi.nlm.nih.gov/pubmed/25484791
http://dx.doi.org/10.1107/S1600536814021382
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